Middlesex County Luxury Rentals

We selected the 104 homes worth renting in this location

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Home spotlights in Middlesex County

The Creekside Cabin

The Creekside Cabin

  • 2 guests

  • 1 bedrooms

Jewett, New York

Sitting alongside an enchanting creek, this cabin is a tranquil haven with a lot to offer. From the hot tub and wood fired sauna to the beautiful views, this is the perfect setting for a refreshing and romantic retreat.

Hitchbrook

Hitchbrook

  • 6 guests

  • 3 bedrooms

Sharon, Litchfield County

Built in 1800, Hitchbrook is a quintessential New England home. Surrounded by farmland and rolling hills, this home is a private getaway for those looking for a pastoral retreat.

Retreat to Nature

Retreat to Nature

  • 15 guests

  • 7 bedrooms

Jewett, New York

Nestled within 3 acres of peaceful grounds, this home opens its doors to the serene beauty of the Catskills. There’s a private terrace with a barbecue and a fire pit for magical evenings under the stars.

The Berkshires Splendour

The Berkshires Splendour

  • 14 guests

  • 6 bedrooms

New Marlborough, Berkshire County

Nature meets luxury at this stunning Berkshire Mountain retreat. Just twenty minutes from Great Barrington and with hiking trails all around, this home is an idyllic escape from the hustle and bustle.


We selected the top 3% holiday homes in Middlesex County Luxury Rentals

Explore the 104 most perfect homes in our collection

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Most popular homes in Middlesex County

Gramercy Goals

Gramercy Goals

  • 7 guests

  • 4 bedrooms

Gramercy Park, Manhattan

Want For Nothing

Want For Nothing

  • 11 guests

  • 5 bedrooms

Northwest Harbor, East Hampton

Rise with the Sun

Rise with the Sun

  • 20 guests

  • 8 bedrooms

Pleasant Valley, New York

Long Point

Long Point

  • 8 guests

  • 4 bedrooms

Noyack, Southampton

Brooklyn Muse

Brooklyn Muse

  • 10 guests

  • 5 bedrooms

Bedford-Stuyvesant, Brooklyn

A Faithful Friend

A Faithful Friend

  • 10 guests

  • 6 bedrooms

Water Mill, Southampton

Divine Collector

Divine Collector

  • 2 guests

  • 1 bedrooms

Hell's Kitchen, Manhattan

The Gold Rush

The Gold Rush

  • 4 guests

  • 2 bedrooms

Tribeca, Manhattan

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A handpicked selection of the best luxury homes in Middlesex County, as chosen by the experts who've visited and vetted thousands of the city's homes. Luxurious interiors, sumptuous bedrooms and prime city centre locations. Available for short and extended stays.

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